At this point, the group members, including thirteen-year-old lead singer Michael Jackson, were growing up, and no longer felt comfortable singing the same bubblegum pop records that had made them teen idols.Lookin' Through the Windows marks the beginning of lead singer Michael's vocal change, from the boy soprano who fronted the Jackson 5's early hits, to the tenor who would later become a successful solo artist. Though he could still reach his famed high notes, his voice was filling out, allowing him to also reach lower registers.
The sessions for this album also marked the beginning of the bad vibes between the Jacksons and Motown, as they found it difficult to deal with both the maturing Michael, who had an independent mind of how he wanted to sound, and his father Joe Jackson, who managed the Jackson 5 and became dissatisfied with Motown's handling of the group.
Most of the album tracks were recorded in late 1971 intended to be on an album for their hit single at the time "Sugar Daddy". Lookin' Through the Windows was the second-to-last Jackson 5 album to include any songs written by The Corporation (Berry Gordy, Freddie Perren, Deke Richards, and Fonce Mizell). The album spawned two hit singles "Little Bitty Pretty One" and "Lookin' Through The Windows". The album peaked at number 8 on Billboard 200 album chart. In Europe the album cut "Doctor My Eyes" was a top ten hit.
In 2001, Motown Records remastered all J5 albums in a "Two Classic Albums/One CD" series (much like they did in the late 1980s). This album was paired up with Goin' Back to Indiana. The bonus tracks were "Love Song", the B-side of this album's title track single, and a live performance of "Who's Lovin' You", which first appeared on the soundtrack of the 1992 TV movie The Jacksons: An American Dream.